Information on EC 1.14.17.3 - peptidylglycine monooxygenase

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The expected taxonomic range for this enzyme is: Eumetazoa

EC NUMBER
COMMENTARY hide
1.14.17.3
-
RECOMMENDED NAME
GeneOntology No.
peptidylglycine monooxygenase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
peptidylglycine + ascorbate + O2 = peptidyl(2-hydroxyglycine) + dehydroascorbate + H2O
show the reaction diagram
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
C-H bond cleavage
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C-N bond cleavage
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dealkylation
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hydroxylation
O-dealkylation
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O-oxidative dealkylation of benzaldehyde imino-oxy acetic acid
oxidation
redox reaction
reduction
SYSTEMATIC NAME
IUBMB Comments
peptidylglycine,ascorbate:oxygen oxidoreductase (2-hydroxylating)
A copper protein. Peptidylglycines with a neutral amino acid residue in the penultimate position are the best substrates for the enzyme. The product is unstable and dismutates to glyoxylate and the corresponding desglycine peptide amide, a reaction catalysed by EC 4.3.2.5 peptidylamidoglycolate lyase. Involved in the final step of biosynthesis of alpha-melanotropin and related biologically active peptides.
CAS REGISTRY NUMBER
COMMENTARY hide
90597-47-0
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ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
2 forms: a soluble and a membrane-bound; marine mollusc
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-
Manually annotated by BRENDA team
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Manually annotated by BRENDA team
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Manually annotated by BRENDA team
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Manually annotated by BRENDA team
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Manually annotated by BRENDA team
Frog
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Manually annotated by BRENDA team
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Manually annotated by BRENDA team
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SwissProt
Manually annotated by BRENDA team
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
metabolism
-
copper metabolism is altered by PAM
physiological function
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
(([(1E)-phenylmethylidene]amino)oxy)acetic acid + ascorbate + O2
(2R)-hydroxy(([(1E)-phenylmethylidene]amino)oxy)ethanoic acid + ?
show the reaction diagram
-
non-enzymatic dealkylation yields benzaldoxime and glyoxylate
-
-
?
2,6-difluorohippuric acid + ascorbate + O2
?
show the reaction diagram
-
-
-
-
?
2-aminohippuric acid + ascorbate + O2
?
show the reaction diagram
-
-
-
-
?
2-hydroxyhippuric acid + ascorbate + O2
?
show the reaction diagram
-
-
-
-
?
2-iodohippuric acid + ascorbate + O2
?
show the reaction diagram
-
-
-
-
?
2-methylhippuric acid + ascorbate + O2
?
show the reaction diagram
-
-
-
-
?
2-propylmercaptoacetylglycine + ascorbate + O2
?
show the reaction diagram
-
-
-
-
?
2-pyridylmercaptoacetylglycine + ascorbate + O2
?
show the reaction diagram
-
-
-
-
?
3-(2-furyl)acryloylglycine + ascorbate + O2
?
show the reaction diagram
-
-
-
-
?
3-chlorohippuric acid + ascorbate + O2
?
show the reaction diagram
-
-
-
-
?
3-indolylacetylglycine + ascorbate + O2
?
show the reaction diagram
-
-
-
-
?
3-methylhippuric acid + ascorbate + O2
?
show the reaction diagram
-
-
-
-
?
3-phenylthiopropionylglycine + ascorbate + O2
?
show the reaction diagram
-
-
-
-
?
4-aminohippuric acid + ascorbate + O2
?
show the reaction diagram
-
-
-
-
?
4-bromohippuric acid + ascorbate + O2
?
show the reaction diagram
-
-
-
-
?
4-chlorohippuric acid + ascorbate + O2
?
show the reaction diagram
-
-
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-
?
4-dimethylaminoazobenzene-4'-sulfonyl-Gly-L-Phe-Gly + ascorbate + O2
4-dimethylaminoazobenzene-4'-sulfonyl-Gly-L-Phe-2-hydroxyglycine + dehydroascorbate + H2O
show the reaction diagram
-
-
-
?
4-ethylhippuric acid + ascorbate + O2
?
show the reaction diagram
-
-
-
-
?
4-hydroxyhippuric acid + ascorbate + O2
?
show the reaction diagram
-
-
-
-
?
4-methoxyhippuric acid + ascorbate + O2
?
show the reaction diagram
-
-
-
-
?
4-methylhippuric acid + ascorbate + O2
?
show the reaction diagram
-
-
-
-
?
4-nitrobenzoyl-Gly-Gly + ascorbate + O2
?
show the reaction diagram
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-
-
-
?
4-nitrohippuric acid + ascorbate + O2
?
show the reaction diagram
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-
-
-
?
4-phenylbutyrylglycine + ascorbate + O2
?
show the reaction diagram
-
-
-
-
?
4-propylhippuric acid + ascorbate + O2
?
show the reaction diagram
-
-
-
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?
4-trifluoromethylhippuric acid + ascorbate + O2
?
show the reaction diagram
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-
-
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?
5-phenylpentanoylglycine + ascorbate + O2
?
show the reaction diagram
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-
-
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?
6-phenylhexanoylglycine + ascorbate + O2
?
show the reaction diagram
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-
-
-
?
8-phenyloctanoylglycine + ascorbate + O2
?
show the reaction diagram
-
-
-
-
?
acetyl-D-alanine + ascorbate + O2
?
show the reaction diagram
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-
-
-
?
acetyl-Gly-Gly + ascorbate + O2
?
show the reaction diagram
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-
-
-
?
acetyl-L-Tyr-L-Val-Gly + ascorbate + O2
?
show the reaction diagram
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-
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?
adrenocorticotrophic hormone(9-14) + ascorbate + O2
adrenocorticotrophic hormone(9-13)-2-hydroxyglycine + dehydroascorbate + H2O
show the reaction diagram
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-
-
?
Ala-Ile-Gly-Val-Gly-Ala-Pro-Gly + ascorbate + O2
Ala-Ile-Gly-Val-Gly-Ala-Pro-2-hydroxyglycine + dehydroascorbate + H2O
show the reaction diagram
alanyl-L-phenylalanylglycine + ascorbate + O2
? + dehydroascorbate + H2O
show the reaction diagram
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-
-
-
?
alanyl-L-prolylglycine + ascorbate + O2
? + dehydroascorbate + H2O
show the reaction diagram
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-
-
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?
alanylglycyl-L-phenylalanylglycine + ascorbate + O2
? + dehydroascorbate + H2O
show the reaction diagram
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-
-
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?
alanylglycyl-L-prolylglycine + ascorbate + O2
? + dehydroascorbate + H2O
show the reaction diagram
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-
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?
alanylglycylvalyl-L-phenylalanylglycine + ascorbate + O2
? + dehydroascorbate + H2O
show the reaction diagram
-
-
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-
?
alanylglycylvalyl-L-prolylglycine + ascorbate + O2
? + dehydroascorbate + H2O
show the reaction diagram
-
-
-
-
?
alpha-N-acetyl-adrenocorticotrophic hormone(1-14) + ascorbate + O2
alpha-N-acetyl-adrenocorticotrophic hormone(1-13)-2-hydroxyglycine + dehydroascorbate + H2O
show the reaction diagram
alpha-N-acetyl-Tyr-Val-Gly + ascorbate + O2
alpha-N-acetyl-Tyr-Val-2-hydroxyglycine + dehydroascorbate + H2O
show the reaction diagram
benzaldehyde imino-oxy acetic acid + O2
benzaldoxime + glyoxylate
show the reaction diagram
-
assay at 37C, pH 6.0
-
-
?
benzoyl-D-alanine + ascorbate + O2
?
show the reaction diagram
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-
-
-
?
CBZ-D-alanine + ascorbate + O2
?
show the reaction diagram
-
-
-
-
?
CBZ-glycine + ascorbate + O2
?
show the reaction diagram
-
-
-
-
?
chloroacetyl-Gly-Gly + ascorbate + O2
?
show the reaction diagram
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-
-
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?
cinnamoylglycine + ascorbate + O2
?
show the reaction diagram
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-
-
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?
D-iodo-Tyr-Val-Gly + ascorbate + O2
D-iodo-Tyr-Val-(2-hydroxyglycine) + dehydroascorbate + H2O
show the reaction diagram
labeled substrate
the carbinol is the substrate for the peptidylamidoglycolate lyase reaction, EC 4.3.2.5, forming glyoxylate and amidated peptide
-
?
D-Tyr-Pro-Gly-Gly + ascorbate + O2
D-Tyr-Pro-Gly-2-hydroxyglycine + dehydroascorbate + H2O
show the reaction diagram
D-Tyr-Val-Gly + ascorbate + O2
D-Tyr-Val-2-hydroxyglycine + dehydroascorbate + H2O
show the reaction diagram
D-Tyr-Val-Gly + ascorbate + O2
D-Tyr-Val-NH2 + glyoxylate + dehydroascorbate + H2O
show the reaction diagram
dansyl-D-Tyr-Val-Gly + ascorbate + O2
dansyl-D-Tyr-Val-2-hydroxyglycine + dehydroascorbate + H2O
show the reaction diagram
dansyl-D-Tyr-Val-Gly + H2O2
dansyl-D-Tyr-Val-2-hydroxyglycine + H2O
show the reaction diagram
-
peptidylglycine monooxygenase is able to catalyze the hydroxylation of peptidylglycine substrates starting from the oxidized enzyme and using hydrogen peroxide as the only source of oxygen
-
-
?
dansyl-Gly-Gly-Ser-CO-NH-CH2-COOH + ascorbate + O2
?
show the reaction diagram
-
substrate contains either protium or deuterium at the CH2-group
-
-
?
dansyl-L-Tyr-L-Val-Gly + ascorbate + O2
?
show the reaction diagram
dansyl-YVG + ascorbate + O2
?
show the reaction diagram
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-
-
-
?
dansyl-YVG-COOH + ascorbate + O2
dansyl-YV-NH2 + dehydroascorbate + H2O
show the reaction diagram
gamma-Glu-Gly-Gly + ascorbate + O2
gamma-Glu-Gly-NH2 + glyoxylate + dehydroascorbate + H2O
show the reaction diagram
-
-
-
-
?
glutathione + ascorbate + O2
gamma-Glu-Cys-NH2 + glyoxylate + dehydroascorbate + H2O
show the reaction diagram
-
-
-
-
?
glyoxylic acid phenylhydrazone + ascorbate + O2
oxalate phenylhydrazide + dehydroascorbate + H2O
show the reaction diagram
-
competitive substrate, inhibitory
-
?
hippuric acid + ascorbate + O2
?
show the reaction diagram
-
-
-
-
?
hippuric acid + ascorbate + O2
? + dehydroascorbate + H2O
show the reaction diagram
hippuric acid + ascorbate + O2
alpha-hydroxyhippuric acid + dehydroascorbate + H2O
show the reaction diagram
hippuric acid + ferrocyanide + O2
alpha-hydroxyhippuric acid + ? + H2O
show the reaction diagram
-
-
-
-
-
hippuryl-Gly + ascorbate + O2
?
show the reaction diagram
-
-
-
-
?
hippuryl-Gly-Gly + ascorbate + O2
?
show the reaction diagram
-
-
-
-
?
HOOC-NH-CH2-COOH + ascorbate + O2
?
show the reaction diagram
-
substrate contains either protium or deuterium at the CH2-group
-
-
?
hydrocinnamoylglycine + ascorbate + O2
?
show the reaction diagram
-
-
-
-
?
isocaproylglycine + ascorbate + O2
?
show the reaction diagram
-
-
-
-
?
L-phenylalanylglycine + ascorbate + O2
? + dehydroascorbate + H2O
show the reaction diagram
-
-
-
-
?
L-prolylglycine + ascorbate + O2
? + dehydroascorbate + H2O
show the reaction diagram
-
-
-
-
?
L-pyroglutamyl-Gly + ascorbate + O2
?
show the reaction diagram
-
-
-
-
?
leukotriene C4 + ascorbate + O2
? + dehydroascorbate + H2O
show the reaction diagram
-
-
-
-
?
monoiodo-alpha-N-acetyl-Tyr-Val-Gly + ascorbate + O2
monoiodo-alpha-N-acetyl-Tyr-Val-2-hydroxyglycine + dehydroascorbate + H2O
show the reaction diagram
monoiodo-D-Tyr-Val-Gly + ascorbate + O2
monoiodo-D-Tyr-Val-2-hydroxyglycine + dehydroascorbate + H2O
show the reaction diagram
-
synthetic peptid
-
?
N-(2,4,6-trinitrophenyl)-D-Tyr-Val-Gly + ascorbate + O2
N-(2,4,6-trinitrophenyl)-D-Tyr-Val-(2-hydroxyglycine) + dehydroascorbate + H2O
show the reaction diagram
-
-
-
-
?
N-(2-furoyl)glycine + ascorbate + O2
?
show the reaction diagram
-
-
-
-
?
N-(2-thienylcarbonyl)glycine + ascorbate + O2
?
show the reaction diagram
-
-
-
-
?
N-(4-amino-6-methyl-3-oxoheptanoyl)-L-phenylalanylglycine + ascorbate + O2
? + dehydroascorbate + H2O
show the reaction diagram
-
-
-
-
?
N-(4-amino-6-methyl-3-oxoheptanoyl)glycylglycine + ascorbate + O2
? + dehydroascorbate + H2O
show the reaction diagram
-
-
-
-
?
N-(4-nitrobenzyl)glycine + ascorbate + O2
nitrobenzylamine + glyoxylate + dehydroascorbate + H2O
show the reaction diagram
-
-
-
?
N-(alpha-methylhydrocinnamoyl)glycine + ascorbate + O2
?
show the reaction diagram
-
-
-
-
?
N-(phenylacetyl)glycine + ascorbate + O2
?
show the reaction diagram
-
-
-
-
?
N-(phenylacetyl)glycine + ascorbate + O2
? + dehydroascorbate + H2O
show the reaction diagram
-
-
-
-
?
N-acetyl-Arg-Gly-Gly + ascorbate + O2
N-acetyl-Arg-Gly-hydroxyglycin + dehydroascorbate + H2O
show the reaction diagram
-
-
-
-
-
N-acetyl-Gln-Lys-Glu-Ser-Thr-Leu-His-Leu-Val-Leu-Arg-Leu-Arg-Gly-Gly + ascorbate + O2
N-acetyl-Leu-Arg-Gly-hydroxyglycin + dehydroascorbate + H2O
show the reaction diagram
-
-
-
-
-
N-acetyl-L-Phe-Gly + ascorbate + O2
N-acetyl-L-Phe-2-hydroxyglycine + dehydroascorbate + H2O
show the reaction diagram
-
-
-
-
?
N-acetyl-L-phenylalanylglycine + ascorbate + O2
? + dehydroascorbate + H2O
show the reaction diagram
-
-
-
-
?
N-acetyl-Leu-Arg-Gly-Gly + ascorbate + O2
N-acetyl-Leu-Arg-Gly-hydroxyglycin + dehydroascorbate + H2O
show the reaction diagram
-
-
-
-
-
N-acetyl-Leu-Arg-Leu-Arg-Gly-Gly + ascorbate + O2
N-acetyl-Leu-Arg-Gly-hydroxyglycin + dehydroascorbate + H2O
show the reaction diagram
-
-
-
-
-
N-acetyl-Leu-His-Leu-Val-Leu-Arg-Leu-Arg-Gly-Gly + ascorbate + O2
N-acetyl-Leu-Arg-Gly-hydroxyglycin + dehydroascorbate + H2O
show the reaction diagram
-
-
-
-
-
N-acetyl-Tyr-Val-Gly + ascorbate + O2
N-acetyl-Tyr-Val-(2-hydroxyglycine) + dehydroascorbate + H2O
show the reaction diagram
-
-
-
-
?
N-acetylglycine + 2 ascorbate + O2
N-acetyl-2-hydroxyglycine + 2 semidehydroascorbate + H2O
show the reaction diagram
-
-
-
-
?
N-acetylglycine + ascorbate + O2
?
show the reaction diagram
-
-
-
-
?
N-acetylglycine + ascorbate + O2
? + dehydroascorbate + H2O
show the reaction diagram
-
-
-
-
?
N-acetylglycine + ascorbate + O2
acetylamine + glyoxylate + dehydroascorbate + H2O
show the reaction diagram
-
-
-
-
?
N-acetylglycine + ascorbate + O2
N-acetyl(2-hydroxyglycine) + dehydroascorbate + H2O
show the reaction diagram
-
-
-
-
?
N-acetylglycylglycine + ascorbate + O2
? + dehydroascorbate + H2O
show the reaction diagram
-
-
-
-
?
N-benzoylglycine + ascorbate + O2
N-benzoyl(2-hydroxyglycine) + dehydroascorbate + H2O
show the reaction diagram
-
-
-
-
?
N-butyrylglycine + 2 ascorbate + O2
N-butyryl-2-hydroxyglycine + 2 semidehydroascorbate + H2O
show the reaction diagram
-
-
-
-
?
N-Dan-Tyr-Val-Gly + ascorbate + O2
N-Dan-Tyr-Val-2-hydroxyglycine + dehydroascorbate + H2O
show the reaction diagram
N-DANSYL-D-Tyr-L-Val-Gly + ascorbate + O2
N-DANSYL-D-Tyr-L-Val-(2-hydroxyglycine) + dehydroascorbate + H2O
show the reaction diagram
-
-
-
-
?
N-dansyl-Tyr-Val-D-Ala + ascorbate + O2
?
show the reaction diagram
-
-
-
-
?
N-dansyl-Tyr-Val-Gly + ascorbate + O2
N-dansyl-Tyr-Val-(2-hydroxyglycine) + dehydroascorbate + H2O
show the reaction diagram
-
-
-
?
N-decanoylglycine + 2 ascorbate + O2
N-decanoyl-2-hydroxyglycine + 2 semidehydroascorbate + H2O
show the reaction diagram
-
-
-
-
?
N-decanoylglycine + ascorbate + O2
?
show the reaction diagram
-
-
-
-
?
N-decanoylglycine + ascorbate + O2
decanoylamine + glyoxylate + dehydroascorbate + H2O
show the reaction diagram
-
-
-
-
?
N-hexanoylglycine + 2 ascorbate + O2
N-hexanoyl-2-hydroxyglycine + 2 semidehydroascorbate + H2O
show the reaction diagram
-
-
-
-
?
N-hexanoylglycine + ascorbate + O2
hexanoylamine + glyoxylate + dehydroascorbate + H2O
show the reaction diagram
-
-
-
-
?
N-octanoylglycine + 2 ascorbate + O2
N-octanoyl-2-hydroxyglycine + 2 semidehydroascorbate + H2O
show the reaction diagram
-
-
-
-
?
N-propionylglycine + 2 ascorbate + O2
N-propionyl-2-hydroxyglycine + 2 semidehydroascorbate + H2O
show the reaction diagram
-
-
-
-
?
N-trifluoroacetylglycine + ascorbate + O2
N-trifluoroacetyl(2-hydroxyglycine) + dehydroascorbate + H2O
show the reaction diagram
-
-
-
-
?
N-trinitrophenyl-D-Tyr-Val-Gly + ascorbate + O2
N-trinitrophenyl-D-Tyr-Val-(2-hydroxyglycine) + dehydroascorbate + H2O
show the reaction diagram
N-trinitrophenyl-D-Tyr-Val-Gly + ascorbate + O2
N-trinitrophenyl-D-Tyr-Val-NH2 + glyoxylate + dehydroascorbate + H2O
show the reaction diagram
Frog
-
synthetic substrate
-
-
?
N-[(benzylmercapto)carbonyl]glycine + ascorbate + O2
?
show the reaction diagram
-
-
-
-
?
N-[(phenylcyclopropyl)carbonyl]glycine + ascorbate + O2
?
show the reaction diagram
-
-
-
-
?
N-[3-(1-leucylpyrrolidin-2-yl)-3-oxopropanoyl]-L-phenylalanylglycine + ascorbate + O2
? + dehydroascorbate + H2O
show the reaction diagram
-
-
-
-
?
N-[3-(1-leucylpyrrolidin-2-yl)-3-oxopropanoyl]glycylglycine + ascorbate + O2
? + dehydroascorbate + H2O
show the reaction diagram
-
-
-
-
?
nicotinuric acid + ascorbate + O2
?
show the reaction diagram
-
-
-
-
?
O-acetyl-L-mandelyl-Gly + ascorbate + O2
O-acetyl-L-mandelyl-2-hydroxyglycine + dehydroascorbate + H2O
show the reaction diagram
-
-
-
-
?
peptidyl-glycine + ascorbate + O2
peptidyl-(2-hydroxylglycine) + dehydroascorbate + H2O
show the reaction diagram
peptidylglycine + 2 ascorbate + O2
peptidyl(2-hydroxyglycine) + 2 semidehydroascorbate + H2O
show the reaction diagram
-
-
-
-
?
peptidylglycine + ascorbate + O2
peptidyl (S)-2-hydroxyglycine + dehydroascorbate + H2O
show the reaction diagram
-
-
-
-
?
peptidylglycine + ascorbate + O2
peptidyl alpha-hydroxyglycine + semidehydroascorbate + H2O
show the reaction diagram
peptidylglycine + ascorbate + O2
peptidyl(2-hydroxyglycine) + dehydroascorbate + H2O
show the reaction diagram
peptidylglycine + ascorbate + O2
peptidyl(2-hydroxylglycine) + dehydroascorbate + H2O
show the reaction diagram
-
peptidylglycine alpha-hydroxylating monooxygenase reaction
the carbinol is the substrate for the peptidylamidoglycolate lyase reaction, EC 4.3.2.5, forming glyoxylate and amidated peptide
-
?
Phe-Gly-Phe-Gly + ascorbate + O2
Phe-Gly-Phe-(2-hydroxyglycine) + dehydroascorbate + H2O
show the reaction diagram
-
-
-
-
?
Phe-Gly-Phe-Gly + ascorbate + O2
Phe-Gly-Phe-2-hydroxyglycine + dehydroascorbate + H2O
show the reaction diagram
-
-
-
?
phenylhydantoic acid + ascorbate + O2
?
show the reaction diagram
-
-
-
-
?
phenylmercaptoacetylglycine + ascorbate + O2
?
show the reaction diagram
-
-
-
-
?
phenylthioacetylglycine + ascorbate + O2
?
show the reaction diagram
-
-
-
-
?
R-CO-NH-CH2-COOH + ascorbate + O2
R-CO-NH2 + CHO-COOH + dehydroascorbate + H2O
show the reaction diagram
S-(1,2-dicarboxyethyl)-glutathione + ascorbate + O2
S-(1,2-dicarboxyethyl)-gamma-Glu-Cys-NH2 + glyoxylate + dehydroascorbate + H2O
show the reaction diagram
-
-
-
-
?
S-(4-nitrobenzyl)-glutathione + ascorbate + O2
S-(4-nitrobenzyl)-gamma-Glu-Cys-NH2 + glyoxylate + dehydroascorbate + H2O
show the reaction diagram
-
-
-
-
?
S-butyl-glutathione + ascorbate + O2
S-butyl-gamma-Glu-Cys-NH2 + glyoxylate + dehydroascorbate + H2O
show the reaction diagram
-
-
-
-
?
S-decyl-glutathione + ascorbate + O2
S-decyl-gamma-Glu-Cys-NH2 + glyoxylate + dehydroascorbate + H2O
show the reaction diagram
-
-
-
-
?
S-ethyl-glutathione + ascorbate + O2
S-ethyl-gamma-Glu-Cys-NH2 + glyoxylate + dehydroascorbate + H2O
show the reaction diagram
-
-
-
-
?
S-hexyl-glutathione + ascorbate + O2
S-hexyl-gamma-Glu-Cys-NH2 + glyoxylate + dehydroascorbate + H2O
show the reaction diagram
-
-
-
-
?
S-methyl-glutathione + ascorbate + O2
S-methyl-gamma-Glu-Cys-NH2 + glyoxylate + dehydroascorbate + H2O
show the reaction diagram
-
-
-
-
?
S-octyl-glutathione + ascorbate + O2
S-octyl-gamma-Glu-Cys-NH2 + glyoxylate + dehydroascorbate + H2O
show the reaction diagram
-
-
-
-
?
S-propyl-glutathione + ascorbate + O2
S-propyl-gamma-Glu-Cys-NH2 + glyoxylate + dehydroascorbate + H2O
show the reaction diagram
-
-
-
-
?
tBOC-Gly + ascorbate + O2
?
show the reaction diagram
-
-
-
-
?
tBOC-Gly-Gly + ascorbate + O2
?
show the reaction diagram
-
-
-
-
?
trinitrophenyl-D-Tyr-Val-Gly + ascorbate + O2
?
show the reaction diagram
-
activity assay
-
-
?
trinitrophenyl-D-Tyr-Val-Gly + ascorbate + O2
trinitrophenyl-D-Tyr-Val-2-hydroxyglycine + dehydroascorbate + H2O
show the reaction diagram
-
COOH-terminal glycine
-
-
?
ubiquitin + ascorbate + O2
? + dehydroascorbate + H2O
show the reaction diagram
-
-
-
-
-
[(4-nitrobenzyl)oxy]acetic acid + ascorbate + O2
nitrobenzyl alcohol + glyoxylate + dehydroascorbate + H2O
show the reaction diagram
-
-
-
?
additional information
?
-
NATURAL SUBSTRATES
NATURAL PRODUCTS
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
glutathione + ascorbate + O2
gamma-Glu-Cys-NH2 + glyoxylate + dehydroascorbate + H2O
show the reaction diagram
-
-
-
-
?
peptidyl-glycine + ascorbate + O2
peptidyl-(2-hydroxylglycine) + dehydroascorbate + H2O
show the reaction diagram
-
-
-
-
?
peptidylglycine + ascorbate + O2
peptidyl alpha-hydroxyglycine + semidehydroascorbate + H2O
show the reaction diagram
peptidylglycine + ascorbate + O2
peptidyl(2-hydroxyglycine) + dehydroascorbate + H2O
show the reaction diagram
peptidylglycine + ascorbate + O2
peptidyl(2-hydroxylglycine) + dehydroascorbate + H2O
show the reaction diagram
-
peptidylglycine alpha-hydroxylating monooxygenase reaction
the carbinol is the substrate for the peptidylamidoglycolate lyase reaction, EC 4.3.2.5, forming glyoxylate and amidated peptide
-
?
R-CO-NH-CH2-COOH + ascorbate + O2
R-CO-NH2 + CHO-COOH + dehydroascorbate + H2O
show the reaction diagram
-
-
-
-
?
additional information
?
-
COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
ascorbate
FAD
-
slight activity with
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Ca2+
3.26 mol per mol of bifunctional enzyme
Fe2+
0.37 mol per mol of bifunctional enzyme
Mg2+
0.88 mol per mol of bifunctional enzyme
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
(2E)-4-oxo-4-phenylbut-2-enoic acid
-
-
(3E)-4-(4-methoxyphenyl)but-3-enoic acid
-
-
(3E)-4-(4-methylphenyl)but-3-enoic acid
-
-
(3E)-4-[3-(benzyloxy)-4-methoxyphenyl]but-3-enoic acid
-
-
(3E)-4-[4-(benzyloxy)phenyl]but-3-enoic acid
-
-
(acetyloxy)acetic acid
-
-
(CBZ-hydrazido)glycine
-
-
(decanoylsulfanyl)acetic acid
-
-
(dodecanoyloxy)acetic acid
-
-
(nicotinamidomethyl)phosphonic acid
-
-
(R)-5-acetamido-4-oxo-6-phenyl-2-hexenoic acid
-
reversible and irreversible inhibition
(S)-5-acetamido-4-oxo-6-phenyl-2-hexenoic acid
-
reversible and irreversible inhibition
(S)-5-acetamido-7-methylthio-4-oxo-2-heptenoic acid
-
reversible and irreversible inhibition
(S)-N-CBZ-4-amino-2-hydroxybutyric acid
-
-
([(2S)-2-[(2-aminopropanoyl)amino]-3-phenylpropanoyl]oxy)acetic acid
-
-
([N-[3-(1-leucylpyrrolidin-2-yl)-3-oxopropanoyl]-L-phenylalanyl]oxy)acetic acid
-
-
([N-[3-(1-leucylpyrrolidin-2-yl)-3-oxopropanoyl]glycyl]oxy)acetic acid
-
-
([[(2S)-1-(2-aminopropanoyl)pyrrolidin-2-yl]carbonyl]oxy)acetic acid
-
-
([[(2S)-1-[[(2-aminopropanoyl)amino]acetyl]pyrrolidin-2-yl]carbonyl]oxy)acetic acid
-
-
([[(4-amino-6-methyl-3-oxoheptanoyl)amino]acetyl]oxy)acetic acid
-
-
3-benzoylpropionic acid
-
-
4-Phenyl-3-butenoic acid
4-phenyl-3-butenoic acid methyl ester
-
at 0.01 mg/ml inhibition in vivo of proliferation of Ras-transformed WB rat liver epithelial cells, inhibitor leads to increased gap junction communication in the WB-Ras cells, overview
4-phenylbut-3-enoic acid
-
PBA
5-(acetylamino)-4-oxo-6-phenyl-2-hexenoic acid
-
-
5-(acetylamino)-4-oxo-6-phenyl-2-hexenoic acid methyl ester
-
-
6-O-palmitoyl-L-ascorbate
-
-
acetyl-D-Leu-OCH2COOH
-
-
acetyl-D-Phe-Gly
-
-
acetyl-D-Phe-OCH2COOH
-
-
acetyl-DL-Phe-OCH2COOH
-
-
acetyl-Gly-OCH2COOH
-
-
acetyl-L-Leu-OCH2COOH
-
-
acetyl-L-Phe-D-Phe-Gly
-
-
acetyl-L-Phe-Gly
-
only substrate for alpha-hydroxylation
acetyl-L-Phe-OCH2COOH
-
-
adrenocorticotrophic hormone(1-10)
-
-
alpha-N-acetyl-adrenocorticotrophic hormone(1-14)
-
-
ascorbate
-
above 0.4 mM for the purified enzyme, above 1.5 mM for the enzyme in crude extract
Cu2+
-
at higher concentration
D-Tyr-Pro-Gly-Gly
-
inhibition of activity with D-Tyr-Val-Gly
D-Tyr-Val-Gly
decanoyloxyacetic acid
-
-
diethyldithiocarbamate
Disulfiram
-
-
dithiothreitol
-
-
endorphin(51-61)NH2
-
i.e. pro-adrenocorticotrophic hormone(1-10)
-
endorphins
-
and proendorphins
-
ferrocyanide
-
inhibiting above 0.6 mM
gamma-keto acid
-
-
-
glutathione ethyl ester
-
-
glycolate
-
-
Glyoxylate 2-pyridylhydrazone
-
-
Glyoxylate 4-carboxyphenylhydrazone
-
-
Glyoxylate benzylhydrazone
-
-
glyoxylate phenylhydrazone
-
strongly
Glyoxylate phenylsemicarbazone
-
-
Glyoxylate phenylthiosemicarbazone
-
-
Glyoxylate semicarbazone
-
-
glyoxylate thiosemicarbazone
-
-
glyoxylate-N-hexyl-4-carbamoylphenylhydrazone
-
strongly
hippuric acid
-
-
imidazole
-
-
Monoethyl fumarate
-
mechanism-based inhibition
N,S-dibenzoyl-L-cysteine
-
-
N-(benzoyl)-D-serine
-
-
N-(thiobenzoyl)-(D,L)-alanine
-
-
N-acetyl-D-Leu-OCH2COOH
-
competitive inhibitor
N-acetyl-D-Phe-Gly
-
-
N-acetyl-L-Leu-OCH2COOH
-
competitive inhibitor
N-acetyl-L-Phe-OCH2COOH
-
competitive inhibitor
N-benzylglycine
-
-
N-Carboxymethyl N'-phenylhydrazone
-
weak inhibition
N-phenylthiohydantoic acid
-
-
NaN3
-
-
O-(phenylcarbamoyl)glycolic acid
-
-
O-acetyl-D-mandelyl-Gly
-
-
O-benzamidoglycolic acid
-
-
p-hydroxymercuribenzoate
-
slightly
peptides
-
especially those with COOH-terminal glycine residues
phosphate
-
-
Pro-Leu-Gly hydroxamic acid
-
-
S-(2-phenylthioacetyl)thioglycolic acid
S-(3-phenylthiopropionyl)thioglycolic acid
S-(4-methylthiobenzoyl)thioglycolic acid
S-(4-methylthiobenzoyl)thioglycolic acid ethyl ester
-
-
S-(phenylthiocarbamoyl)-3-mercaptopropionic acid
S-(phenylthiocarbamoyl)thioglycolic acid
S-(thiobenzoyl)-(R,S)-thiolactic acid
-
-
S-(thiobenzoyl)-4-mercapto-4-cyanopentanoic acid
-
-
S-(thiobenzoyl)thioglycolic acid
S-(thiolauroyl)thioglycolic acid
-
-
S-phenylmercaptoacetic acid
Salicylhydroxamic acid
-
-
sulfite
-
irreversible inactivation is Cu2+-dependent
trans-Benzoylacrylic acid
-
mechanism-based inhibition
[(1R,2S)-2-phenylcyclopropyl]acetic acid
-
-
[(4-Methoxybenzoyl)oxy]acetic acid
-
-
[(phenylacetyl)oxy]acetic acid
-
-
[(phenylacetyl)sulfanyl]acetic acid
-
-
-
[[(2S)-2-(acetylamino)-3-phenylpropanoyl]oxy]acetic acid
-
-
[[(2S)-2-(acetylamino)-3-phenylpropanoyl]sulfanyl]acetic acid
-
-
[[(2S)-2-([[(2-aminopropanoyl)amino]acetyl]amino)-3-phenylpropanoyl]oxy]acetic acid
-
-
[[(2S)-2-amino-3-phenylpropanoyl]oxy]acetic acid
-
-
[[(2S)-pyrrolidin-2-ylcarbonyl]oxy]acetic acid
-
-
[[(acetylamino)acetyl]oxy]acetic acid
-
-
[[N-(4-amino-6-methyl-3-oxoheptanoyl)-L-phenylalanyl]oxy]acetic acid
-
-
additional information
ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
acetate
-
form 1, AE-I, activates below pH 6.0
chloride
-
form 1, AE-I, activates below pH 6.0
dexamethasone
-
increases gene expression 1.6fold, northern blot analysis
Iodide
-
form 1, AE-I, activates below pH 6.0
additional information
-
enzyme expression is induced by androgen-deprivation therapy
-
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
19
2,6-difluorohippuric acid
-
apparent KM
1.4
2-aminohippuric acid
-
apparent KM
0.86
2-hydroxyhippuric acid
-
apparent KM
3.4
2-iodohippuric acid
-
apparent KM
4.3
2-methylhippuric acid
-
apparent KM
0.22
2-propylmercaptoacetylglycine
-
apparent KM
0.036
2-pyridylmercaptoacetylglycine
-
apparent KM
1.2
3-(2-furyl)acryloylglycine
-
apparent KM
2.2
3-chlorohippuric acid
-
apparent KM
0.3
3-indolylacetylglycine
-
apparent KM
1.4
3-methylhippuric acid
-
apparent KM
0.038
3-phenylthiopropionylglycine
-
apparent KM
2.6
4-aminohippuric acid
-
apparent KM
0.52
4-bromohippuric acid
-
apparent KM
0.62
4-chlorohippuric acid
-
apparent KM
1.2
4-ethylhippuric acid
-
apparent KM
1.7
4-hydroxyhippuric acid
-
apparent KM
0.82
4-methoxyhippuric acid
-
apparent KM
1.8
4-methylhippuric acid
-
apparent KM
0.11
4-nitrobenzoyl-Gly-Gly
-
apparent KM
0.47
4-nitrohippuric acid
-
apparent KM
0.16
4-phenylbutyrylglycine
-
apparent KM
1.2
4-propylhippuric acid
-
apparent KM
0.77
4-trifluoromethylhippuric acid
-
apparent KM
0.15
5-phenylpentanoylglycine
-
apparent KM
0.051
6-phenylhexanoylglycine
-
apparent KM
0.1
8-phenyloctanoylglycine
-
apparent KM
1400
acetyl-D-alanine
-
apparent KM
1.5
acetyl-Gly-Gly
-
apparent KM
0.00035 - 1.39
acetyl-Tyr-Phe-Gly
0.2
alanyl-L-phenylalanylglycine
-
pH and temperature not specified in the publication
4
alanyl-L-prolylglycine
-
pH and temperature not specified in the publication
0.035
alanylglycyl-L-phenylalanylglycine
-
pH and temperature not specified in the publication
3
alanylglycyl-L-prolylglycine
-
pH and temperature not specified in the publication
0.018
alanylglycylvalyl-L-phenylalanylglycine
-
pH and temperature not specified in the publication
0.96
alanylglycylvalyl-L-prolylglycine
-
pH and temperature not specified in the publication
0.292
alpha-hydroxyhippuric acid
-
0.4 mM ferrocyanide, 100 mM MES pH 6.0, 30 mM KCl, 1 microM CuSO4
84
benzoyl-D-alanine
-
apparent KM
35
CBZ-D-alanine
-
apparent KM
0.59
CBZ-glycine
-
apparent KM
0.42
chloroacetyl-Gly-Gly
-
apparent KM
0.23
cinnamoylglycine
-
apparent KM
0.033 - 0.289
D-Tyr-Pro-Gly-Gly
0.007 - 0.22
D-Tyr-Val-Gly
0.022 - 0.143
dabsyl-Gly-Phe-Gly
0.00091 - 0.8
dansyl-D-Tyr-Val-Gly
0.0033 - 0.0194
dansyl-L-Tyr-L-Val-Gly
4.5
dansyl-Tyr-Phe-Gly
-
recombinant mutant AE-II, form 2
3.5
dansyl-Tyr-Phe-Gly(OH)
-
reaction product of step 1, substrate of step 2; recombinant mutant AE-II, form 2
0.003
dansyl-Tyr-Val-Gly
-
recombinant enzyme
0.03 - 0.26
ferrocyanide
2.1
gamma-Glu-Gly-Gly
-
pH 6.0, 37C
0.13
glutathione
-
pH 6.0, 37C
2.78
H2O2
-
100 mM MES, pH 5.5, 0.2 mM dansyl-D-Tyr-Val-Gly, 5 microM CuSO4, H2O2
0.61 - 1.3
hippuric acid
0.078
hippuryl-Gly
-
apparent KM
0.31
hippuryl-Gly-Gly
-
apparent KM
0.94
hydrocinnamoylglycine
-
apparent KM
0.28
isocaproylglycine
6.5
L-phenylalanylglycine
-
pH and temperature not specified in the publication
0.88
L-prolylglycine
-
pH and temperature not specified in the publication
0.31
L-pyroglutamyl-Gly
-
apparent KM
0.035
leukotriene C4
-
pH 6.0, 37C
2.7
N-(2-furoyl)glycine
-
apparent KM
1.6
N-(2-thienylcarbonyl)glycine
-
apparent KM
0.011
N-(4-amino-6-methyl-3-oxoheptanoyl)-L-phenylalanylglycine
-
pH and temperature not specified in the publication
0.86
N-(4-amino-6-methyl-3-oxoheptanoyl)glycylglycine
-
pH and temperature not specified in the publication
4.1
N-(alpha-methylhydrocinnamoyl)glycine
-
apparent KM
0.16 - 0.33
N-(Phenylacetyl)glycine
0.12
N-acetyl-Arg-Gly-Gly
-
100 mM MES/NaOH, pH 6.0, 30 mM NaCl, 1% (v/v) ethanol, 0.001% (v/v) Triton X-100, 1 microM Cu(NO3)2, 10 mg/l catalase, 6 mM ascorbate, 8 microM N-dansyl-Tyr-Val-Gly
0.02
N-acetyl-Gln-Lys-Glu-Ser-Thr-Leu-His-Leu-Val-Leu-Arg-Leu-Arg-Gly-Gly
-
100 mM MES/NaOH, pH 6.0, 30 mM NaCl, 1% (v/v) ethanol, 0.001% (v/v) Triton X-100, 1 microM Cu(NO3)2, 10 mg/l catalase, 6 mM ascorbate, 8 microM N-dansyl-Tyr-Val-Gly
0.0079
N-acetyl-L-Phe-Gly
-
pH not specified in the publication, temperature not specified in the publication
0.015 - 0.016
N-acetyl-L-phenylalanylglycine
0.13
N-acetyl-Leu-Arg-Gly-Gly
-
100 mM MES/NaOH, pH 6.0, 30 mM NaCl, 1% (v/v) ethanol, 0.001% (v/v) Triton X-100, 1 microM Cu(NO3)2, 10 mg/l catalase, 6 mM ascorbate, 8 microM N-dansyl-Tyr-Val-Gly
0.024
N-acetyl-Leu-Arg-Leu-Arg-Gly-Gly
-
100 mM MES/NaOH, pH 6.0, 30 mM NaCl, 1% (v/v) ethanol, 0.001% (v/v) Triton X-100, 1 microM Cu(NO3)2, 10 mg/l catalase, 6 mM ascorbate, 8 microM N-dansyl-Tyr-Val-Gly
0.018
N-acetyl-Leu-His-Leu-Val-Leu-Arg-Leu-Arg-Gly-Gly
-
100 mM MES/NaOH, pH 6.0, 30 mM NaCl, 1% (v/v) ethanol, 0.001% (v/v) Triton X-100, 1 microM Cu(NO3)2, 10 mg/l catalase, 6 mM ascorbate, 8 microM N-dansyl-Tyr-Val-Gly
0.0012 - 0.0098
N-acetyl-Tyr-Val-Gly
9.3 - 18
N-acetylglycine
1.2
N-acetylglycylglycine
-
pH and temperature not specified in the publication
1.3
N-benzoylglycine
-
-
2.3
N-butyrylglycine
-
pH 6.0, 37C
0.0025
N-Dan-Tyr-Val-Gly
-
PHM activity in the soluble fraction of control and intermittent hypoxia brain stem ectracts
0.0032
N-dansyl-Tyr-Phe-Gly
-
+ 2 mM L-ascorbate
0.031
N-dansyl-Tyr-Val-D-Ala
-
apparent KM
0.0077
N-dansyl-Tyr-Val-Gly
pH 6.5, 37C
0.1 - 0.2
N-decanoylglycine
0.42 - 0.58
N-hexanoylglycine
0.2
N-octanoylglycine
-
pH 6.0, 37C
2.4
N-propionylglycine
-
pH 6.0, 37C
4.1
N-trifluoroacetylglycine
-
-
0.0011
N-trinitrophenyl-D-Tyr-Val-Gly
Frog
-
pH 6.0, 37C, recombinant enzyme
0.9
N-[(2-phenylcyclopropyl)carbonyl]glycine
-
apparent KM
0.059
N-[(benzylmercapto)carbonyl]glycine
-
apparent KM
0.007
N-[3-(1-leucylpyrrolidin-2-yl)-3-oxopropanoyl]-L-phenylalanylglycine
-
pH and temperature not specified in the publication
0.55
N-[3-(1-leucylpyrrolidin-2-yl)-3-oxopropanoyl]glycylglycine
-
pH and temperature not specified in the publication
1.9
nicotinuric acid
-
apparent KM
0.17
O-acetyl-L-mandelyl-Gly
-
pH not specified in the publication, temperature not specified in the publication
0.1 - 658.1
O2
0.009 - 0.018
peptidylglycine
0.36
phenylhydantoic acid
-
apparent KM
0.19
phenylmercaptoacetylglycine
-
apparent KM
0.024
phenylthioacetylglycine
-
apparent KM
1.1
S-(1,2-dicarboxyethyl)-glutathione
-
pH 6.0, 37C
0.027
S-(4-nitrobenzyl)-glutathione
-
pH 6.0, 37C
0.067
S-butyl-glutathione
-
pH 6.0, 37C
0.016
S-decyl-glutathione
-
pH 6.0, 37C
0.23
S-ethyl-glutathione
-
pH 6.0, 37C
0.035
S-hexyl-glutathione
-
pH 6.0, 37C
0.27
S-methyl-glutathione
-
pH 6.0, 37C
0.032
S-octyl-glutathione
-
pH 6.0, 37C
0.11
S-propyl-glutathione
-
pH 6.0, 37C
3.7
tBOC-Gly
-
apparent KM
0.3
tBOC-Gly-Gly
-
apparent KM
0.0044 - 0.0068
Trinitrophenyl-D-Tyr-Val-Gly
0.6
ubiquitin
-
100 mM MES/NaOH, pH 6.0, 30 mM NaCl, 1% (v/v) ethanol, 0.001% (v/v) Triton X-100, 1 microM Cu(NO3)2, 10 mg/l catalase, 6 mM ascorbate, 8 microM N-dansyl-Tyr-Val-Gly
additional information
additional information
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.02
acetyl-Tyr-Phe-Gly
Xenopus laevis
-
-
51
alpha-hydroxyhippuric acid
Cricetulus griseus
-
0.4 mM ferrocyanide, 100 mM MES pH 6.0, 30 mM KCl, 1 microM CuSO4
0.13
D-Tyr-Val-Gly
Frog
-
pH 7.5, 37C, recombinant enzyme
17
dansyl-Gly-Gly-Ser-CO-NH-CH2-COOH
Rattus norvegicus
-
pH 6.0, 37C, recombinant enzyme
0.08 - 13.8
dansyl-L-Tyr-L-Val-Gly
0.143 - 0.983
dansyl-Tyr-Val-Gly
0.02 - 39.1
hippuric acid
37
HOOC-NH-CH2-COOH
Rattus norvegicus
-
pH 6.0, 37C, recombinant enzyme
0.0035 - 15
N-acetyl-Tyr-Val-Gly
3 - 14.5
N-benzoylglycine
0.35 - 5
N-dansyl-Tyr-Val-Gly
1.4
N-trinitrophenyl-D-Tyr-Val-Gly
Frog
-
pH 6.0, 37C, recombinant enzyme
additional information
additional information
Rattus norvegicus
-
intrinsic rate constants for wild-type and mutant Y318F enzyme
-
kcat/KM VALUE [1/mMs-1]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
46.8
N-dansyl-Tyr-Val-Gly
Homo sapiens
P19021
pH 6.5, 37C
16122
Ki VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.44
(2E)-4-oxo-4-phenylbut-2-enoic acid
-
pH 6.5, 37C
0.015
(3E)-4-(4-methoxyphenyl)but-3-enoic acid
-
pH 6.5, 37C
0.0057
(3E)-4-(4-methylphenyl)but-3-enoic acid
-
pH 6.5, 37C
0.0039
(3E)-4-[3-(benzyloxy)-4-methoxyphenyl]but-3-enoic acid
-
pH 6.5, 37C
0.019
(3E)-4-[4-(benzyloxy)phenyl]but-3-enoic acid
-
pH 6.5, 37C
7.9
(CBZ-hydrazido)glycine
-
Ki,s
75
(nicotinamidomethyl)phosphonic acid
-
Ki,s, larger than 75
0.06
(R)-5-acetamido-4-oxo-6-phenyl-2-hexenoic acid
-
pH 6.5, 37C
0.054
(S)-5-acetamido-4-oxo-6-phenyl-2-hexenoic acid
-
pH 6.5, 37C
0.057
(S)-5-acetamido-7-methylthio-4-oxo-2-heptenoic acid
-
pH 6.5, 37C
1.4
(S)-N-CBZ-4-amino-2-hydroxybutyric acid
-
Ki,s
2.9
3-benzoylpropionic acid
-
Ki,s
0.001 - 0.019
4-Phenyl-3-butenoic acid
0.0034 - 0.0057
4-phenylbut-3-enoic acid
0.035
6-O-palmitoyl-L-ascorbate
-
Ki,s
2.11
acetyl-D-Leu-OCH2COOH
-
-
1.3
acetyl-D-Phe-Gly
-
-
2.25
acetyl-D-Phe-OCH2COOH
-
-
0.522
acetyl-DL-Phe-OCH2COOH
-
-
1.25
acetyl-Gly-OCH2COOH
-
-
0.0598
acetyl-L-Leu-OCH2COOH
-
-
0.58
acetyl-L-Phe-D-Phe-Gly
-
-
0.002
acetyl-L-Phe-Gly
-
-
0.045
acetyl-L-Phe-OCH2COOH
-
-
0.005
adrenocorticotrophic hormone (1-10)
-
-
0.001
alpha-N-acetyl-adrenocorticotrophic hormone(1-14)
-
-
0.00113 - 0.00119
diethyldithiocarbamate
0.00051 - 0.00065
Disulfiram
0.0006
endorphin(51-61)NH2
-
-
-
0.066
glutathione ethyl ester
-
Ki,s
0.015
glyoxylate phenylhydrazone
-
-
0.11
glyoxylate thiosemicarbazone
-
-
2.9 - 22
hippuric acid
1.3
Monoethyl fumarate
-
-
0.069
N,S-dibenzoyl-L-cysteine
-
Ki,s
1.5
N-(benzoyl)-D-serine
-
Ki,s
0.0072
N-(thiobenzoyl)-(D,L)-alanine
-
Ki,s
2.1
N-acetyl-D-Leu-OCH2COOH
-
pH not specified in the publication, temperature not specified in the publication
1.3
N-acetyl-D-Phe-Gly
-
pH not specified in the publication, temperature not specified in the publication
0.0598
N-acetyl-L-Leu-OCH2COOH
-
pH not specified in the publication, temperature not specified in the publication
0.0452
N-acetyl-L-Phe-OCH2COOH
-
pH not specified in the publication, temperature not specified in the publication
18
N-benzylglycine
-
Ki,s
0.11
N-phenylthiohydantoic acid
-
Ki,s
0.054
O-(phenylcarbamoyl)glycolic acid
-
Ki,s
8.1
O-acetyl-D-mandelyl-Gly
-
pH not specified in the publication, temperature not specified in the publication
1
O-benzamidoglycolic acid
0.0079
S-(2-phenylthioacetyl)thioglycolic acid
-
Ki,s
0.0094
S-(3-phenylthiopropionyl)thioglycolic acid
-
Ki,s
0.0035
S-(4-methylthiobenzoyl)thioglycolic acid
-
Ki,s
0.11
S-(4-methylthiobenzoyl)thioglycolic acid ethyl ester
-
Ki,s
0.0026
S-(phenylthiocarbamoyl)-3-mercaptopropionic acid
-
Ki,s
0.0086
S-(phenylthiocarbamoyl)thioglycolic acid
-
Ki,s
0.058
S-(thiobenzoyl)-(R,S)-thiolactic acid
-
Ki,s
0.0057
S-(thiobenzoyl)-4-mercapto-4-cyanopentanoic acid
-
Ki,s
0.039
S-(thiobenzoyl)thioglycolic acid
-
Ki,s
0.00054
S-(thiolauroyl)thioglycolic acid
-
Ki,s
0.38
S-phenylmercaptoacetic acid
-
Ki,s
0.3
Salicylhydroxamic acid
-
Ki,s
0.16
trans-Benzoylacrylic acid
-
-
0.131
[(1R,2S)-2-phenylcyclopropyl]acetic acid
-
pH 6.5, 37C
0.48
[(4-Methoxybenzoyl)oxy]acetic acid
-
-
IC50 VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
1.1
(acetyloxy)acetic acid
Homo sapiens
-
pH and temperature not specified in the publication
0.007
(decanoylsulfanyl)acetic acid
Homo sapiens
-
pH and temperature not specified in the publication
0.00006
(dodecanoyloxy)acetic acid
Homo sapiens
-
pH and temperature not specified in the publication
0.37
([(2S)-2-[(2-aminopropanoyl)amino]-3-phenylpropanoyl]oxy)acetic acid
Homo sapiens
-
pH and temperature not specified in the publication
0.038
([N-[3-(1-leucylpyrrolidin-2-yl)-3-oxopropanoyl]-L-phenylalanyl]oxy)acetic acid
Homo sapiens
-
pH and temperature not specified in the publication
0.18
([N-[3-(1-leucylpyrrolidin-2-yl)-3-oxopropanoyl]glycyl]oxy)acetic acid
Homo sapiens
-
pH and temperature not specified in the publication
0.29
([[(2S)-1-(2-aminopropanoyl)pyrrolidin-2-yl]carbonyl]oxy)acetic acid
Homo sapiens
-
pH and temperature not specified in the publication
1.1
([[(2S)-1-[[(2-aminopropanoyl)amino]acetyl]pyrrolidin-2-yl]carbonyl]oxy)acetic acid
Homo sapiens
-
pH and temperature not specified in the publication
0.2
([[(4-amino-6-methyl-3-oxoheptanoyl)amino]acetyl]oxy)acetic acid
Homo sapiens
-
pH and temperature not specified in the publication
0.000096 - 0.00068
4-phenylbut-3-enoic acid
0.00005
decanoyloxyacetic acid
Homo sapiens
-
pH and temperature not specified in the publication
0.000053 - 0.00011
diethyldithiocarbamate
0.002
[(phenylacetyl)oxy]acetic acid
Homo sapiens
-
pH and temperature not specified in the publication
0.045
[(phenylacetyl)sulfanyl]acetic acid
Homo sapiens
-
pH and temperature not specified in the publication
-
0.006 - 0.011
[[(2S)-2-(acetylamino)-3-phenylpropanoyl]oxy]acetic acid
0.045
[[(2S)-2-(acetylamino)-3-phenylpropanoyl]sulfanyl]acetic acid
Homo sapiens
-
pH and temperature not specified in the publication
0.16
[[(2S)-2-([[(2-aminopropanoyl)amino]acetyl]amino)-3-phenylpropanoyl]oxy]acetic acid
Homo sapiens
-
pH and temperature not specified in the publication
1.6
[[(2S)-2-amino-3-phenylpropanoyl]oxy]acetic acid
Homo sapiens
-
pH and temperature not specified in the publication
0.5
[[(2S)-pyrrolidin-2-ylcarbonyl]oxy]acetic acid
Homo sapiens
-
pH and temperature not specified in the publication
1.8
[[(acetylamino)acetyl]oxy]acetic acid
Homo sapiens
-
pH and temperature not specified in the publication
0.009
[[N-(4-amino-6-methyl-3-oxoheptanoyl)-L-phenylalanyl]oxy]acetic acid
Homo sapiens
-
pH and temperature not specified in the publication
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
0.0000000004
-
H9c2 cells
0.000000112
-
PHM activity, normoxia, medulla, dorsal
0.000000155
-
PAM activity, normoxia, control
0.0000002
-
PHM activity, normoxia, medulla, ventral
0.000000202
-
PHM activity, normoxia, control
0.000000207
-
PAM activity, continuous hypobaric hypoxia, 10 days
0.000000222
-
PHM activity, normoxia, pons, ventral
0.000000268
-
PAM activity, intermittent hypoxia, 1 day
0.000000298
-
PHM activity, intermittent hypoxia, 1 day
0.000000312
-
PHM activity, intermittent hypoxia, medulla, dorsal
0.000000315
-
PHM activity, continuous hypobaric hypoxia, 10 days
0.000000578
-
PHM activity, intermittent hypoxia, 3 days
0.000000648
-
PHM activity, intermittent hypoxia, 10 days
0.00000066
-
PAM activity, intermittent hypoxia, 3 days
0.000000667
-
PHM activity, normoxia, pons, dorsal
0.0000008
-
PHM activity, intermittent hypoxia, medulla, ventral
0.000000888
-
PHM activity, intermittent hypoxia, ventral
0.000000907
-
PAM activity, intermittent hypoxia, 10 days
0.0000016
-
PHM activity, intermittent hypoxia, pons, dorsal
0.000012
-
PAM+/- mouse, POA, hypothalamus
0.000015
-
PAM+/- mouse, PVN, hypothalamus
0.000037
-
wild-type mouse, POA, hypothalamus
0.00004
-
wild-type mouse, PVN, hypothalamus
0.000043
-
PAM+/- mouse, pituitary
0.00008
-
wild-type mouse, pituitary
0.0014
-
pH 6.5, 37C
0.0033
-
alpha-amidating lyase activity
0.01
-
N-dansyl-Tyr-Val-Gly
0.0124
-
skin, peptidylhydroxylglycine N-C lyase, highest activity of all tissues
0.0206
-
skin, peptidylglycine alpha-hydroxylating activity, highest activity of all tissues
0.038
-
purified PAM-A
0.115
-
purified PAM-B
0.53
purified recombinant enzyme, peptidylglycine alpha-hydroxylating monooxygenase activity
0.85
Frog
-
purified recombinant enzyme, substrate N-trinitrophenyl-D-Tyr-Val-Gly
2.07
-
purified enzyme
5.9